My older buddy Robert, who was in his late 40s and married and one of the select men I let fuck my first wife, definitely held the record for number of times fucking my wife (who was in her early 20s at the time), as he visited us almost every Saturday morning for almost two years. His visits lasted between one to two hours and he always came twice and only wore a condom when he fucked her anally. Rob loved fucking her and she grew to like him fucking her and I loved seeing him devour her body.
He also held the record for the biggest loads I have seen real life. Crazy big, like two porn-star loads put together. (His own wife only fucked him once a month, which no doubt helped his build up of semen.) That was the one thing that I didn't like, but she loved: Rob's huge loads of cum, as she viewed the amount of semen as a measure of just how desirable the man found her. All that white cum used to creep me out, as I was still super cum phobic at the time. (The first time a girlfriend dropped my own cum as a snowball into my mouth, I almost ...... in disgust.)
I remember one Saturday morning, after I had been summoned to my job to handle an emergency, coming home after he had just left. I found her still naked in bed, on her back, her legs open, still panting from the heat and the intense pounding he had given her. Unlike the younger men who got between her legs, who seldom lasted more than a few minutes (her vagina was stunningly tight due to youth and exercise), he would fuck hard for close to half an hour. I got naked and started licking her, while she began telling all that Rob had done with her body. I stuck my finger in her vagina and it was like the boy and the dyke story, his cum poured out of her, covering my hand. I instantly sickened. I made her stand in the bathtub and jump up and down and finger out all the rest of his cum.
Eventually, I got used to his massive loads, use to shoving my cock into her and having his cum shoot out onto my pubic hair and balls, use to her telling me how full she felt; today, I find the remembrance sexually thrilling.